[3-[4-(4-Cyanophenoxy)carbonylphenoxy]carbonylphenyl] 3-fluoro-4-phenylmethoxybenzoate | 391217-82-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 缩酚酸和缩酚酸环醚类
• 英文名称: [3-[4-(4-Cyanophenoxy)carbonylphenoxy]carbonylphenyl] 3-fluoro-4-phenylmethoxybenzoate
• 英文别名: [3-[4-(4-cyanophenoxy)carbonylphenoxy]carbonylphenyl] 3-fluoro-4-phenylmethoxybenzoate
• CAS: 391217-82-6
• 化学式: C₃₅H₂₂FNO₇
• 分子量: 587.561
• InChiKey: UZOVGAKMSBPGTK-UHFFFAOYSA-N

物化性质

• 沸点：
  779.2±60.0 °C(Predicted)
• 密度：
  1.40±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.4
• 重原子数：
  44
• 可旋转键数：
  12
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.03
• 拓扑面积：
  112
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  [3-[4-(4-Cyanophenoxy)carbonylphenoxy]carbonylphenyl] 3-fluoro-4-phenylmethoxybenzoate 在 palladium on activated charcoal 、 5% Pd on active carbon 氢气 作用下， 以 1,4-二氧六环 为溶剂， 生成 3-Fluoro-4-hydroxy-benzoic acid 3-[4-(4-cyano-phenoxycarbonyl)-phenoxycarbonyl]-phenyl ester
  参考文献：
  名称：

  Biaxial smectic A phase in homologous series of compounds composed of highly polar unsymmetrically substituted bent-core molecules

  摘要：

  我们合成了属于三个新的五环香蕉形酯系列的几种化合物，这些化合物的中心苯基环被非对称取代。这些弯曲核心分子的一个臂末端被高极性氰基取代，而另一端则含有烷氧基链。通过结合使用光学偏振显微镜、差示扫描量热法和 X 射线衍射研究，对这些化合物的介相进行了表征。这些研究表明，大多数化合物显示出两种具有部分双层有序性的 A 介相。显微镜实验清楚地表明，温度较低的共晶 A 相具有双轴性质。为低温双轴共晶 A 相提出了一个结构模型。该模型认为，有利于形成双轴相的分子四元组可以在层中形成。还测量了其中一种化合物的双轴共晶 A 相的层内双折射随温度变化的情况。

  DOI：

  10.1039/b109546c
• 作为产物：
  描述：

  4-羟基苯甲腈 在 palladium on activated charcoal 4-二甲氨基吡啶 、 氢气 、 N,N'-二环己基碳二亚胺 作用下， 以 1,4-二氧六环 、 氯仿 为溶剂， 反应 50.0h， 生成 [3-[4-(4-Cyanophenoxy)carbonylphenoxy]carbonylphenyl] 3-fluoro-4-phenylmethoxybenzoate
  参考文献：
  名称：

  Direct transition from a nematic phase to a polar biaxial smectic A phase in a homologous series of unsymmetrically substituted bent-core compoundsElectronic supplementary information (ESI) available: physical and spectral data obtained for the compounds of series 1j, 1k and 1l. See http://www.rsc.org/suppdata/jm/b3/b309262c/

  摘要：

  报告中介绍了属于 3-hydroxybenzoic acid 衍生的三个同源化合物系列的 27 种新化合物的合成和特性。这些化合物组成分子的一个末端位置被一个强极性氰基取代，而另一端则含有一个连接到联苯分子上的正烷基链。这些化合物中有 22 种显示出极性部分双层双轴平滑 A 相，其性质为反铁电性。此外，还报道了从向列相直接过渡到极性部分双双轴 Smectic A 相的情况，这是以前从未见过的。利用偏振光光学显微镜、差示扫描量热法、X 射线衍射研究和电光实验对这些介相进行了表征。

  DOI：

  10.1039/b309262c

文献信息

• Biaxial smectic A phase in homologous series of compounds composed of highly polar unsymmetrically substituted bent-core molecules
  作者：B. K. Sadashiva、R. Amaranatha Reddy、R. Pratibha、N. V. Madhusudana

  DOI：10.1039/b109546c

  日期：2002.3.21

  Several compounds belonging to three new series of five-ring banana-shaped esters, which are unsymmetrically substituted with respect to the central phenyl ring, have been synthesised. One of the arms of these bent-core molecules has been terminally substituted with a highly polar cyano group while the other end contains an alkoxy chain. The mesophases exhibited by these compounds have been characterised using a combination of optical polarising microscopy, differential scanning calorimetry and X-ray diffraction studies. These studies indicate that most of the compounds show two smectic A mesophases which have a partial bilayer ordering. Conoscopic experiments clearly reveal that the lower temperature smectic A phase is biaxial in nature. A structural model has been proposed for the lower temperature biaxial smectic A phase. It is argued that quartets of molecules, which are conducive to the formation of the biaxial phase, can form in the layers. The in-layer birefringence of the biaxial smectic A phase has also been measured as a function of temperature for one of the compounds.

  我们合成了属于三个新的五环香蕉形酯系列的几种化合物，这些化合物的中心苯基环被非对称取代。这些弯曲核心分子的一个臂末端被高极性氰基取代，而另一端则含有烷氧基链。通过结合使用光学偏振显微镜、差示扫描量热法和 X 射线衍射研究，对这些化合物的介相进行了表征。这些研究表明，大多数化合物显示出两种具有部分双层有序性的 A 介相。显微镜实验清楚地表明，温度较低的共晶 A 相具有双轴性质。为低温双轴共晶 A 相提出了一个结构模型。该模型认为，有利于形成双轴相的分子四元组可以在层中形成。还测量了其中一种化合物的双轴共晶 A 相的层内双折射随温度变化的情况。
• ——
  作者：B. K. Sadashiva、R. Amaranatha Reddy、R. Pratibha、N. V. Madhusudana

  DOI：10.1039/b106084h

  日期：2001.10.11

  The synthesis and characterisation is reported of a low molecular weight organic compound to exhibit the biaxial smectic A (SmA(b)) phase, which shows a transition from the partial bilayer uniaxial SmA(d) phase to the SmA(db) phase as the temperature is lowered.
• Direct transition from a nematic phase to a polar biaxial smectic A phase in a homologous series of unsymmetrically substituted bent-core compoundsElectronic supplementary information (ESI) available: physical and spectral data obtained for the compounds of series 1j, 1k and 1l. See http://www.rsc.org/suppdata/jm/b3/b309262c/
  作者：R. Amaranatha Reddy、B. K. Sadashiva

  DOI：10.1039/b309262c

  日期：——

  The synthesis and characterization of twenty seven new compounds belonging to three homologous series of compounds derived from 3-hydroxybenzoic acid are reported. One of the terminal positions of the constituent molecules of these compounds is substituted with a strongly polar cyano group while the other end contains an n-alkyl chain attached to a biphenyl moiety. Twenty two of these compounds show the polar partial bilayer biaxial smectic A phase which is antiferroelectric in nature. In addition, a direct transition from the nematic phase to the polar partial bilayer biaxial smectic A phase which has not been seen before is also reported. The mesophases have been characterized using polarized light optical microscopy, differential scanning calorimetry, X-ray diffraction studies and electro-optical experiments.

  报告中介绍了属于 3-hydroxybenzoic acid 衍生的三个同源化合物系列的 27 种新化合物的合成和特性。这些化合物组成分子的一个末端位置被一个强极性氰基取代，而另一端则含有一个连接到联苯分子上的正烷基链。这些化合物中有 22 种显示出极性部分双层双轴平滑 A 相，其性质为反铁电性。此外，还报道了从向列相直接过渡到极性部分双双轴 Smectic A 相的情况，这是以前从未见过的。利用偏振光光学显微镜、差示扫描量热法、X 射线衍射研究和电光实验对这些介相进行了表征。